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#$Date: 2021-09-15 12:06:18 +0300 (Wed, 15 Sep 2021) $
#$Revision: 269153 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/46/1564654.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
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data_1564654
loop_
_publ_author_name
'Abo-Amer, Anwar'
'Boyle, Paul D.'
'Puddephatt, Richard J.'
_publ_section_title
;
 Push-pull ligands and the oxidation of monomethylplatinum(II) complexes
 with oxygen or hydrogen peroxide
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119580
_journal_paper_doi               10.1016/j.ica.2020.119580
_journal_volume                  507
_journal_year                    2020
_chemical_formula_sum            'C20 H21 Cl2 N3 O Pt'
_chemical_formula_weight         585.39
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                100.860(11)
_cell_angle_beta                 106.344(16)
_cell_angle_gamma                108.412(10)
_cell_formula_units_Z            2
_cell_length_a                   8.289(3)
_cell_length_b                   10.718(4)
_cell_length_c                   12.644(4)
_cell_measurement_reflns_used    9319
_cell_measurement_temperature    110
_cell_measurement_theta_max      34.46
_cell_measurement_theta_min      2.69
_cell_volume                     974.2(6)
_computing_cell_refinement       SAINT
_computing_data_collection       Apex2
_computing_data_reduction        SAINT
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_computing_structure_refinement  SHELXL
_computing_structure_solution    SHELXT
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            60306
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         38.124
_diffrn_reflns_theta_min         2.783
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    7.492
_exptl_absorpt_correction_T_max  0.7475
_exptl_absorpt_correction_T_min  0.4924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.996
_exptl_crystal_description       prism
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.216
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.059
_refine_diff_density_max         5.618
_refine_diff_density_min         -2.389
_refine_diff_density_rms         0.229
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         10444
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0374
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0434P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0764
_refine_ls_wR_factor_ref         0.0809
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8556
_reflns_number_total             10444
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2020-507-119580.cif
_cod_data_source_block           3
_cod_original_cell_volume        974.1(6)
_cod_database_code               1564654
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.294
_shelx_estimated_absorpt_t_max   0.666
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pt1 Pt 0.36304(2) 0.31452(2) 0.50876(2) 0.01609(3) Uani 1 1 d . . . . .
Cl1 Cl 0.06980(9) 0.29990(8) 0.42828(7) 0.02266(13) Uani 1 1 d . . . . .
N1 N 0.4081(4) 0.4149(3) 0.6720(2) 0.0212(5) Uani 1 1 d . . . . .
N2 N 0.3801(3) 0.2284(2) 0.3588(2) 0.0173(4) Uani 1 1 d . . . . .
N3 N 0.6156(3) 0.3177(2) 0.5803(2) 0.0169(4) Uani 1 1 d . . . . .
C1 C 0.2847(5) 0.4424(3) 0.7143(3) 0.0268(6) Uani 1 1 d . . . . .
H1 H 0.159583 0.405430 0.665397 0.032 Uiso 1 1 calc R U . . .
C2 C 0.3380(6) 0.5226(4) 0.8267(4) 0.0353(8) Uani 1 1 d . . . . .
H2 H 0.251556 0.544200 0.854187 0.042 Uiso 1 1 calc R U . . .
C3 C 0.5195(6) 0.5713(4) 0.8988(3) 0.0363(8) Uani 1 1 d . . . . .
H3 H 0.558113 0.625788 0.976790 0.044 Uiso 1 1 calc R U . . .
C4 C 0.6454(5) 0.5403(4) 0.8568(3) 0.0321(7) Uani 1 1 d . . . . .
H4 H 0.769574 0.571283 0.905901 0.039 Uiso 1 1 calc R U . . .
C5 C 0.5857(4) 0.4636(3) 0.7422(3) 0.0223(5) Uani 1 1 d . . . . .
C6 C 0.7163(4) 0.4401(3) 0.6873(3) 0.0208(5) Uani 1 1 d . . . . .
H6A H 0.812768 0.423672 0.742585 0.025 Uiso 1 1 calc R U . . .
H6B H 0.775553 0.523078 0.666877 0.025 Uiso 1 1 calc R U . . .
C7 C 0.6982(4) 0.3277(3) 0.4887(2) 0.0186(5) Uani 1 1 d . . . . .
H7A H 0.748730 0.425064 0.489769 0.022 Uiso 1 1 calc R U . . .
H7B H 0.799258 0.295125 0.504610 0.022 Uiso 1 1 calc R U . . .
C8 C 0.5547(4) 0.2410(3) 0.3719(3) 0.0186(5) Uani 1 1 d . . . . .
C9 C 0.5941(4) 0.1835(3) 0.2797(3) 0.0225(5) Uani 1 1 d . . . . .
H9 H 0.715460 0.192053 0.289850 0.027 Uiso 1 1 calc R U . . .
C10 C 0.4538(5) 0.1129(4) 0.1717(3) 0.0264(6) Uani 1 1 d . . . . .
H10 H 0.478181 0.072176 0.107607 0.032 Uiso 1 1 calc R U . . .
C11 C 0.2788(4) 0.1032(3) 0.1598(3) 0.0257(6) Uani 1 1 d . . . . .
H11 H 0.181872 0.056321 0.086803 0.031 Uiso 1 1 calc R U . . .
C12 C 0.2451(4) 0.1617(3) 0.2539(3) 0.0206(5) Uani 1 1 d . . . . .
H12 H 0.124573 0.154892 0.244759 0.025 Uiso 1 1 calc R U . . .
C13 C 0.5964(4) 0.1816(3) 0.6088(3) 0.0200(5) Uani 1 1 d . . . . .
H13A H 0.526593 0.171863 0.660824 0.024 Uiso 1 1 calc R U . . .
H13B H 0.524334 0.103974 0.536324 0.024 Uiso 1 1 calc R U . . .
C14 C 0.7744(4) 0.1695(3) 0.6652(3) 0.0195(5) Uani 1 1 d . . . . .
C15 C 0.8501(4) 0.2039(3) 0.7852(3) 0.0210(5) Uani 1 1 d . . . . .
O1 O 0.7630(3) 0.2531(3) 0.8477(2) 0.0284(5) Uani 1 1 d . . . . .
H1A H 0.808292 0.255349 0.916784 0.043 Uiso 1 1 calc R U . . .
C16 C 1.0125(4) 0.1865(3) 0.8375(3) 0.0221(5) Uani 1 1 d . . . . .
H16 H 1.064950 0.211999 0.919501 0.027 Uiso 1 1 calc R U . . .
C17 C 1.0973(4) 0.1324(3) 0.7710(3) 0.0223(6) Uani 1 1 d . . . . .
C18 C 1.0179(4) 0.0954(3) 0.6503(3) 0.0228(6) Uani 1 1 d . . . . .
H18 H 1.073333 0.057925 0.603499 0.027 Uiso 1 1 calc R U . . .
C19 C 0.8587(4) 0.1131(3) 0.5988(3) 0.0216(5) Uani 1 1 d . . . . .
H19 H 0.805641 0.086382 0.516748 0.026 Uiso 1 1 calc R U . . .
C20 C 1.2673(5) 0.1094(4) 0.8264(3) 0.0325(7) Uani 1 1 d . . . . .
H20A H 1.374763 0.186444 0.831731 0.049 Uiso 1 1 calc R U . . .
H20B H 1.261546 0.023044 0.779450 0.049 Uiso 1 1 calc R U . . .
H20C H 1.276344 0.103724 0.904201 0.049 Uiso 1 1 calc R U . . .
Cl2 Cl 0.87604(12) 0.23845(10) 1.08847(7) 0.03323(18) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 Pt1 N2 166.96(10) . .
N1 Pt1 N3 83.46(10) . .
N2 Pt1 N3 84.23(10) . .
N1 Pt1 Cl1 96.79(8) . .
N2 Pt1 Cl1 95.73(7) . .
N3 Pt1 Cl1 177.08(7) . .
C5 N1 C1 119.6(3) . .
C5 N1 Pt1 112.8(2) . .
C1 N1 Pt1 127.5(2) . .
C12 N2 C8 119.6(3) . .
C12 N2 Pt1 128.6(2) . .
C8 N2 Pt1 111.86(19) . .
C6 N3 C7 113.3(2) . .
C6 N3 C13 111.6(2) . .
C7 N3 C13 110.4(2) . .
C6 N3 Pt1 107.25(17) . .
C7 N3 Pt1 105.40(16) . .
C13 N3 Pt1 108.49(16) . .
N1 C1 C2 121.3(3) . .
N1 C1 H1 119.3 . .
C2 C1 H1 119.3 . .
C1 C2 C3 119.0(3) . .
C1 C2 H2 120.5 . .
C3 C2 H2 120.5 . .
C2 C3 C4 119.9(3) . .
C2 C3 H3 120.1 . .
C4 C3 H3 120.1 . .
C5 C4 C3 118.6(4) . .
C5 C4 H4 120.7 . .
C3 C4 H4 120.7 . .
N1 C5 C4 121.5(3) . .
N1 C5 C6 116.7(3) . .
C4 C5 C6 121.7(3) . .
C5 C6 N3 109.8(2) . .
C5 C6 H6A 109.7 . .
N3 C6 H6A 109.7 . .
C5 C6 H6B 109.7 . .
N3 C6 H6B 109.7 . .
H6A C6 H6B 108.2 . .
C8 C7 N3 109.7(2) . .
C8 C7 H7A 109.7 . .
N3 C7 H7A 109.7 . .
C8 C7 H7B 109.7 . .
N3 C7 H7B 109.7 . .
H7A C7 H7B 108.2 . .
N2 C8 C9 120.9(3) . .
N2 C8 C7 115.8(3) . .
C9 C8 C7 123.3(3) . .
C8 C9 C10 119.5(3) . .
C8 C9 H9 120.3 . .
C10 C9 H9 120.3 . .
C11 C10 C9 118.8(3) . .
C11 C10 H10 120.6 . .
C9 C10 H10 120.6 . .
C12 C11 C10 120.0(3) . .
C12 C11 H11 120.0 . .
C10 C11 H11 120.0 . .
N2 C12 C11 121.3(3) . .
N2 C12 H12 119.3 . .
C11 C12 H12 119.3 . .
C14 C13 N3 114.8(2) . .
C14 C13 H13A 108.6 . .
N3 C13 H13A 108.6 . .
C14 C13 H13B 108.6 . .
N3 C13 H13B 108.6 . .
H13A C13 H13B 107.5 . .
C15 C14 C19 118.8(3) . .
C15 C14 C13 119.9(3) . .
C19 C14 C13 121.1(3) . .
O1 C15 C14 118.0(3) . .
O1 C15 C16 122.2(3) . .
C14 C15 C16 119.8(3) . .
C15 O1 H1A 109.5 . .
C17 C16 C15 121.1(3) . .
C17 C16 H16 119.5 . .
C15 C16 H16 119.5 . .
C16 C17 C18 118.6(3) . .
C16 C17 C20 121.2(3) . .
C18 C17 C20 120.1(3) . .
C19 C18 C17 120.3(3) . .
C19 C18 H18 119.8 . .
C17 C18 H18 119.8 . .
C18 C19 C14 121.4(3) . .
C18 C19 H19 119.3 . .
C14 C19 H19 119.3 . .
C17 C20 H20A 109.5 . .
C17 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C17 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pt1 N1 2.008(3) .
Pt1 N2 2.010(3) .
Pt1 N3 2.019(2) .
Pt1 Cl1 2.2967(10) .
N1 C5 1.354(4) .
N1 C1 1.362(4) .
N2 C12 1.351(4) .
N2 C8 1.369(4) .
N3 C6 1.500(4) .
N3 C7 1.507(4) .
N3 C13 1.539(3) .
C1 C2 1.378(5) .
C1 H1 0.9500 .
C2 C3 1.386(6) .
C2 H2 0.9500 .
C3 C4 1.395(6) .
C3 H3 0.9500 .
C4 C5 1.382(5) .
C4 H4 0.9500 .
C5 C6 1.500(4) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.501(4) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.384(4) .
C9 C10 1.397(4) .
C9 H9 0.9500 .
C10 C11 1.383(5) .
C10 H10 0.9500 .
C11 C12 1.380(5) .
C11 H11 0.9500 .
C12 H12 0.9500 .
C13 C14 1.504(4) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.393(4) .
C14 C19 1.402(4) .
C15 O1 1.353(4) .
C15 C16 1.410(4) .
O1 H1A 0.8400 .
C16 C17 1.395(4) .
C16 H16 0.9500 .
C17 C18 1.400(5) .
C17 C20 1.506(4) .
C18 C19 1.387(4) .
C18 H18 0.9500 .
C19 H19 0.9500 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 Cl1 0.95 2.79 3.340(4) 118.2 .
C2 H2 Cl2 0.95 2.90 3.710(4) 143.6 2_667
C4 H4 Cl2 0.95 2.97 3.706(4) 135.0 2_767
C6 H6A O1 0.99 2.46 3.141(4) 126.0 .
C6 H6B Cl1 0.99 2.62 3.594(3) 166.5 2_666
C7 H7A Cl1 0.99 2.68 3.629(3) 160.0 2_666
C7 H7B Cl1 0.99 2.67 3.460(3) 137.0 1_655
C9 H9 Cl1 0.95 2.69 3.532(3) 148.3 1_655
C12 H12 Cl1 0.95 2.77 3.331(3) 118.5 .
C12 H12 Cl2 0.95 2.91 3.612(3) 131.3 1_454
O1 H1A Cl2 0.84 2.14 2.973(3) 170.0 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C5 N1 C1 C2 2.1(5) . . . .
Pt1 N1 C1 C2 -174.5(3) . . . .
N1 C1 C2 C3 -2.6(5) . . . .
C1 C2 C3 C4 0.8(6) . . . .
C2 C3 C4 C5 1.5(6) . . . .
C1 N1 C5 C4 0.3(4) . . . .
Pt1 N1 C5 C4 177.4(2) . . . .
C1 N1 C5 C6 -174.8(3) . . . .
Pt1 N1 C5 C6 2.3(3) . . . .
C3 C4 C5 N1 -2.1(5) . . . .
C3 C4 C5 C6 172.8(3) . . . .
N1 C5 C6 N3 -24.5(3) . . . .
C4 C5 C6 N3 160.4(3) . . . .
C7 N3 C6 C5 149.4(2) . . . .
C13 N3 C6 C5 -85.1(3) . . . .
Pt1 N3 C6 C5 33.6(3) . . . .
C6 N3 C7 C8 -155.3(2) . . . .
C13 N3 C7 C8 78.7(3) . . . .
Pt1 N3 C7 C8 -38.3(2) . . . .
C12 N2 C8 C9 -1.6(4) . . . .
Pt1 N2 C8 C9 177.4(2) . . . .
C12 N2 C8 C7 174.6(2) . . . .
Pt1 N2 C8 C7 -6.4(3) . . . .
N3 C7 C8 N2 30.7(3) . . . .
N3 C7 C8 C9 -153.2(3) . . . .
N2 C8 C9 C10 0.7(4) . . . .
C7 C8 C9 C10 -175.3(3) . . . .
C8 C9 C10 C11 0.4(5) . . . .
C9 C10 C11 C12 -0.6(5) . . . .
C8 N2 C12 C11 1.4(4) . . . .
Pt1 N2 C12 C11 -177.4(2) . . . .
C10 C11 C12 N2 -0.3(5) . . . .
C6 N3 C13 C14 -60.9(3) . . . .
C7 N3 C13 C14 66.1(3) . . . .
Pt1 N3 C13 C14 -178.9(2) . . . .
N3 C13 C14 C15 95.6(3) . . . .
N3 C13 C14 C19 -89.8(3) . . . .
C19 C14 C15 O1 -177.4(3) . . . .
C13 C14 C15 O1 -2.7(4) . . . .
C19 C14 C15 C16 2.4(4) . . . .
C13 C14 C15 C16 177.1(3) . . . .
O1 C15 C16 C17 178.4(3) . . . .
C14 C15 C16 C17 -1.4(5) . . . .
C15 C16 C17 C18 0.0(4) . . . .
C15 C16 C17 C20 -178.0(3) . . . .
C16 C17 C18 C19 0.3(4) . . . .
C20 C17 C18 C19 178.3(3) . . . .
C17 C18 C19 C14 0.8(5) . . . .
C15 C14 C19 C18 -2.1(4) . . . .
C13 C14 C19 C18 -176.7(3) . . . .
